Benzylamine → HCID 67261084, compound

HRID 2359042Notes

Reaction equation

HRID 2359042 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][N:15]=[C:14](S(C)(=O)=O)[N:13]=3)=[CH:10][N:9]([CH:22]([CH3:24])[CH3:23])[N:8]=2)=[CH:4][CH:3]=1.[CH2:25]([NH2:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:25]([NH:32][C:14]1[N:13]=[C:12]([C:11]2[C:7]([C:5]3[S:6][C:2]([Cl:1])=[CH:3][CH:4]=3)=[N:8][N:9]([CH:22]([CH3:24])[CH3:23])[CH:10]=2)[CH:17]=[CH:16][N:15]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 67260704HCID 67260704, compound

Product 1

HCID 67261084HCID 67261084, compoundYield 96%

Procedure

A mixture of 4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfonyl)pyrimidine (1 eq, 5.2 mmol) in 25 mL benzylamine was stirred overnight at room temperature. The solvent was evaporated and the residue was diluted in dichloromethane and washed three times with HCl 1M. The organic layer was then dried over MgSO4 and evaporated to afford 2.3 g of N-benzyl-4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]pyrimidin-2-amine (96% yield).

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was diluted in dichloromethane
  3. washwashed three times with HCl 1M
  4. dry with materialThe organic layer was then dried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-69a9e99851844966ba2b881130057480
Source dataset
uspto-grants-2014_04
Patent number
US08685974B2

Reaction notes

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